Oahu Vacation Rentals – Explore Condos, Villas & Beachfront Homes
Oahu vacation rentals range from oceanfront condos in Waikiki to luxurious resorts in Ko Olina, surfside escapes on the North Shore, and peaceful retreats in towns like Kailua and Waialua. With options for families, couples, long-term visitors, and remote workers, Oahu offers the perfect stay for every traveler.
From world-famous beaches and luxury resorts to quiet towns and hidden coves, Oahu offers a wide range of vacation rentals to match your travel style. Whether you want a high-rise with Diamond Head views or a secluded cottage near the waves, you'll find it here.
In Waikiki, experience vibrant city life, surfing, nightlife, and shopping-all within walking distance. Families and upscale travelers alike love the Ko Olina area in Kapolei, known for its protected lagoons, golf courses, and luxury villas.
The legendary North Shore delivers laid-back beach towns, world-class surf, and open landscapes. Here you'll find spacious rentals near Kuilima Estates and Turtle Bay, perfect for outdoor adventure and ocean lovers.
For a more peaceful setting, head east to the windward side. Kailua and Lanikai are favorites for couples and families seeking calm waters, beach walks, and a more local vibe. On the northwestern shore, Waialua provides a rural escape away from the crowds, ideal for a quiet and reflective stay.
Why Choose Oahu Vacation Rentals?
- Wide variety: from beachfront condos to private villas and family homes
- Full kitchens, lanais, air conditioning, Wi-Fi, and pools
- Convenient access to beaches, hiking, dining, and shopping
- Pet-friendly, extended stay, and snowbird-friendly options available
- Great for couples, groups, digital nomads, and first-time island visitors
Popular Areas for Oahu Rentals
- Waikiki – Iconic beachfront condos, shopping & surf
- Ko Olina – Luxury villas and family-friendly lagoons
- North Shore – Surf culture, remote beaches, and nature
- Kailua – Calm waters and laid-back Windward vibes
- Waialua – Secluded retreats and country charm
Explore all available Oahu vacation rentals below and start planning your perfect island stay today.
KONA ALII OCEAN FRONT IN THE HEART OF KONA.....AWESOME LOCATION/GREAT DEAL
Oceanfront 1-Bedroom Condo in the Heart of Kona!Enjoy breathtaking ocean views from this beautifully appointed 1-bedroom, 1.5-bath condo located in a secure, well-maintained complex in the heart of Kailua-Kona. This oceanfront unit is perfectly situated on the second...
Paradise Under the Plumeria Tree
Picture yourself in paradise. Our beautiful, clean, beach style rental is situated under a plumeria tree and is available for your relaxing stay in Kailua. We have taken great care in the design and high quality furnishings of our rental. We live on premises and are...
Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike path
This Beautiful one bedroom loft is located between pipeline beach and sunset beach at the famous surf spot 'Rocky Point'. We are just 4 houses from the the beach. The North shore bike path is just steps away. There are multiple gourmet food trucks that park all along...
Kai Lani-Beautiful Ocean View Condo In Paradise
2 bedroom, 2 bath spacious ocean view condo. Beautifully furnished with vaulted ceilings and ceiling fans. Lovely views of the ocean and green area. Kitchen has granite counter tops and stainless steel appliance also includes stainless steel washer and dryer. 55” 3D...
NEW! Quiet Ocean-view 1st floor | Patio | Pool
Kona Oasis #1Wake up in paradise in your two bedroom two bath ocean view condo with spacious 214 sq ft lanai. Privacy is enhanced by a lush greenbelt outside of this ground floor garden unit, with fruit trees, tropical birds, flowers, and friendly geckos in the garden....
Keauhou Punahele B-107 Ground Floor, Spacious Lanai, Personal BBQ, VERY Quiet
Keauhou Punahele #B-107 is a beautiful ground floor 2 bedroom, 2 bathroom condo with approximately 1200 interior sq feet. It sits right on Keauhou Country Club golf course. Enjoy an expansive lanai that reaches from living room to the master bedroom. It's equipped with...
Honu Kai @ Turtle Bay Vacation Home Near Beach & Golf
Swimming pool, tennis courts, pickleball courts, club house; these are just some of the community amenities that you can enjoy in Honu Kai. It is located next to the golf course and close to the beach and many attractions. The home is designed with large living room...
Holiday Sale! Turtle Bay Villas 205 by Gather: Beachfront w/ Pool/Spa/Lanai
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay...
Aloha Condos, Kanaloa at Kona, Condo 1602, Oceanfront, Renovated
Kanaloa at Kona Condo 1602 offers an incredible stay with stunning ocean and golf course views. The condo is well-equipped with everything needed, from a fully stocked kitchen to beach gear like chairs, snorkels, and towels. Guests praise the cleanliness, comfort, and...
Entire 3bedrooms Apt. w/ Balcony & Ocean Sunset View, Great Location
Welcome to MaiLan Hale, Located in the heart of historic Kailua-Kona Village, This is a completely fenced-in, private 3-bedroom, 1 bathroom unit, accessed by a gate-code for the fence and key-code for the rental unit. Take in the fresh Hawaiian air, enjoy the warm Kona...
BRIDGE unit no stairs 2 bedrm 2 bath with AC. Gorgeous Sunsets Walk to Bay!
This luxury condominium is located on the 18 Tee, Kona Country Club golf course. Country Club Villas offers many on site amenities. Enjoy this quiet convenient location where you can enjoy 3 swimming pools, 3 hot tubs, and 2 tennis courts all on site. Within walking...
Kailua-Kona Condo w/ 2 Private Lanais!
Enjoy peek-a-boo ocean views and scenes of a beautifully maintained tropical garden when you escape to this 2-bedroom, 2-bath vacation rental in Kailua-Kona. Featuring an updated open floor plan, 2 private lanais, and a coveted location on the ‘Royal Footsteps Along...
Direct Oceanfront Waikiki! Parking at Waikiki Shore included!
This condominium unit is the most unique unit in the entire building since not only is it located directly on the beach direct oceanfront, but it is the only one-of-its-kind with a one bedroom and two full-size baths configuration. It sleeps up to four people...
Tropical Garden 1 Bedroom Condo--Private, Quiet, and Romantic, Wi/Fi, A/C
This 1 BR Condo is a lovely, private, even romantic, GARDEN VIEW CORNER UNIT, with a good partial OCEAN VIEW. Two walls of glass look out from the living room to private, tropical gardens and to the West a partial ocean view. Lanai's are on the West and North sides...
@ Marbella Lane - Serene & Lovely MT + Ocean Views
Summary:Indulge in relaxation and rejuvenation as you take in the breathtaking ocean and mountain views from the living area windows of this peaceful and comfortable house. With convenient access to tropical beaches, surf spots, and hiking trails, your Hawaiian...
🏖️Ocean View Home with Pool Walking Distance to Ocean and Beach | vrKCV
vrKCV - Kokua at Kona Bay Estates, Professionally Managed by Kona Coast VacationsEscape to a tropical paradise in this spectacular 2,600 square foot private home, nestled within a gated community with 24/7 security. Located just steps from one of the rare year-round...
Kona Alii 707 Stunning Top Floor Penthouse w/ Roof Top Deck, AC, & Elevators
Beautifully remodeled spacious 1 bedroom, 2 bath that includes AC in the living room, modernized kitchen, large lanai, and 7th story viewing sundeck where you can bask in the Hawaii sunshine or under the shade of the outdoor umbrella, enjoy sunsets, & stargaze at night!...
Casa De Emdeko# 324 1/1 Remodeled ,Top Floor, Oceanview, AC, Elevators!
Casa#324 is a Beautifully Remodeled Top Floor 1 bedroom, 1 bath condominium at the Oceanfront Casa De Emdeko Condominium Development. This special property is directly across from the elevator on the 3rd floor for ease of access.Located in the heart of Kailua-Kona, the...
Tastefully remodeled Apt w/ Mountain view +Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Magic North Shore Beach House 30 day rental PCC BYU
Summary:This cozy beach house is backed directly up to your own private beach walking trails beautiful palm trees surround you. Located within a short distance of the Polynesian Culture Center and BYU-Hawaii and downtown and great food and within a short drive of the...
WELLCOME TO LOVELY CONDO 2 BEDS 2 BATHS FREE PARKING IN WAIKIKI BEACH
Aloha !Your family will be close to everythingwhen you stay at this centrally-locatedplace.It 3-minutes walk to Waikiki Beach8-minutes walk to the Honolulu Zoo.Theproperty location on the #12 floor allremodeled it almost 1000 sq.ft and 2 lanais150 sq.full kitchen &...
Remodeled 🏝 Amazing Ocean Views over Lush Golf Course! 🐠 Country Club Villas 320 🩴
Country Club Villas #320 is great for 1-6 individuals. Your view of the Kona Country Club's Ocean Course is right out to the ocean beyond. Enjoy the views of the ocean and the breathtaking sunsets of your lanai. King's Bed in primary bedroom.Guest bedroom has a queen...
Ilikai 1 Bedroom Deluxe Lagoon View, Minutes to the Beach!
Perched on the 13th floor of the Ilikai Hotel, this spacious and newly renovated condo features modern furnishings and a brand-new king mattress for the perfect night's rest after a day of island adventures. Look no further—you've found your slice of paradise!...
New listing! Sunsets, Beach 5 min walk away, Wifi
Welcome to Kona Pacific, your beautifully renovated home base for exploring the wonders of the Big Island. This 2-bedroom, 3-bathroom condo offers breathtaking ocean views from the wrap-around lanai, providing a serene atmosphere with delightful tropical breezes. Each...
🏖️AC | Resort Amenities | Comfortable & Spacious | vrKCV
vrKCV - Keauhou Gardens 3202. Professionally managed by Kona Coast VacationsWelcome to Your Spacious Kona Retreat at Keauhou GardensExperience the perfect blend of comfort, convenience, and island charm in this beautifully remodeled, air-conditioned 1-bedroom,...
🏖️Easy Walk to Town | Ocean Front | AC & WIFI | vrKCV
vrKCV - Kona Reef A6, Professionally Managed by Kona Coast VacationsRelax and Unwind in This Beautifully Renovated Oceanfront Condo!Welcome to this beautifully furnished 1-bedroom, 1-bathroom ground-floor unit at Kona Reef, where tropical décor, ocean views, and modern...
LOVELY GROUND FLOOR UNIT. n
We love our beautiful ground floor unit at Kona Isle. Step out from the lanai onto the lovely grounds and you are but a few steps from the heated pool and the lovely beach with its BBQ area and gorgeous view. There are lounge chairs and tables on the beach where you can...
Aloha Condos, Na Hale O Keauhou, Townhome B-1, Ocean View, AC
Panoramic, 180 degree Ocean Views from Both Levels of the TownhomeSpacious 3 Bedroom, 3 Bath TownhomeCovered LanaisFully Equipped Gourmet KitchenBeautifully Furnished by Hawaii's Top Interior Designer600 Count LinensWell Appointed Fixtures & LampsSleeps up to Six...
Breathtaking Ocean and Yacht Harbor Views! #1482
**Important Notice: Limited Lanai (Balcony)Access**Due to scheduled lanai sealant application, painting, and waterproofing work, the lanai sliding door will be locked and cannot be opened from 10/17-11/7/2025Access to the lanai will be unavailable during this...
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 1-306, Oceanfront
Best oceanfront location in Kona with sunset views year round. Watch whales right from your condo during the winter months and fall asleep to the soothing sounds of the ocean. 30 Seconds from Blender to OceanPrivate Top Floor Corner Condo with Best Ocean/Sunset Views !...
Upgraded 5th floor in Beach Tower - Ocean Views & Beautiful Sunsets
This 5th floor luxury Beach Villa has a wonderful ocean view and features 2 beautifully decorated bedrooms. Soak in the ocean views from the lanai off of the living room area.The elegant the master bedroom features a spacious king size bed with a walk in closet, and a...
KKSR#8101 GORGEOUS 2 BEDR, GROUND FLOOR CORNER, REMODELED, AIR CONDITIONING
A Gorgeous Incredibly Popular Ground Floor Corner Unit at Surf & Racquet Club! No Stairs!This features 2 bedrooms, 2 bathrooms, fully remodeled throughout the unit. Unit#8-101 is a wonderful unit. Immediately upon walking in, you'll notice beautiful upgrades from this...
🏖️Great Location | Ocean Front Island Home | Pool | Gated | vrKCV
vrKCV - Vista Oceania at Kona Bay Estates, Professionally Managed by Kona Coast VacationsOceanfront Luxury on Keiki Beach – A Tropical Paradise Awaits YouExperience the ultimate Hawaiian getaway in this luxurious oceanfront home located in the exclusive Kona Bay...
Ocean’s Edge Bliss w/Chic Kitchen, Lanai, Laundry, AC, TV, WiFi–Kanaloa at Kona 3102
Castle Kanaloa at Kona #3102 - It’s hard to top this 1,850sf ocean’s edge suite! Toast sunsets and crashing waves on the lanai. Family ease rolls out with a roomy living area, gourmet kitchen, washer/dryer, WiFi, DVD, flat screens, double vanity master bath, air...
Alii Cove I-4 in Historic Kailua Village
Alii Cove I-4 Town-home is beautifully decorated, comfortable and set up for entertaining with a Hawaiian ambiance. It has a nice, large kitchen and great room. The Town-home features tile flooring on the main level, a Large Lanai off the Living Room. The lanai comes...
Ocean View, Full Kitchen, Gorgeous Top Floor Suite surrounded by Tropical Garden
One of several, beautiful, spacious studios in our guest house. Vaulted ceilings and ocean view of Kona coastline. Great central location, just 10 minute drive to town, beaches, & airport. Queen bed, 2 sleeper sofas, living room, full bath, well equipped full kitchen,...
Elevate Your Hawaiian Getaway at Lagoon Tower by Hilton – 2 Bd. Ocean View
Nestled within the stunning Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower delivers a vibrant vacation experience that’s both luxurious and family-friendly. With breathtaking ocean views, spacious accommodations, and endless activities, this is the...
Classic Kailua Beach House – Oceanfront Bliss in Windward Oahu
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, 1990/NUC-1780 and is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, TA-179-906-2528-01. TMK.Welcome to "Kailua...
Partial Ocean View Waikiki Studio with AC, WiFi, Access to Pool & More!
Aloha from Waikiki! BUDGET-FRIENDLY condo but with great views! The Hawaiian Monarch is centrally located near the Hawaii Convention Center, Shopping at the World Famous Ala Moana Center, and exploring the beautiful beaches in the world! We are not a part of the hotel,...
⛱ Ocean Escape🌴 Your Perfect Spot! Ocean View, Upscale, Clean, Cozy, Prkg, WiFi
Welcome, 'E Komo Mai'CALENDAR IS ALWAYS CURRENT... Please check the availability and if it is full check out our other unit 'Mountain Retreat' VRBO listing https://www.vrbo.com/382565haAloha Hideaway offers a high quality unit at a reasonable price. The Views are...
Gated Oceanfront Villa with private access to beach, heated pool & tennis court!
Welcome to Barefoot Kona @ Alii Point. Be one with nature in a family friendly 2 story oceanfront villa, located in an exclusive gated community of only 16 homes - with private access to a heated pool, tennis court and a beach where lava rocks meet the sea!A meandering...
Unobstructed Diamond Head and Ocean Views!
Waikiki Banyan #3511-T1 – 201 Ohua Ave.Unobstructed panoramic views of Diamond Head, the Pacific Ocean, and the Gold Coast from this 35th floor unit! Modern and contemporary, this air-conditioned condo has tasteful Hawaiian touches, 533 sq.ft. plus lanai with table...
Relaxing 4th floor 3br/3ba villa with Pool View - Ocean Tower Beach Villa
*New furnitures as of April 2025, new sofa sleeper, coffee table, TV's, dressers, mattresses etcAmazing 1,699 sq. ft. 3 bedroom, 3 bath villa located in the beautiful Ko Olina resort on the quiet west side of Oahu.The lap pool is perfect for an early morning workout or...
Scandia 203 - Sleeps 6, Full Kitchen, Free Parking, and 1 Block to the Beach
Welcome to Mauka Makai, your gateway to the bustling and serene beauty of O‘ahu, nestled in Waikīkī, between the majestic Ko‘olau mountain range and the pristine Pacific Ocean. Recently renovated with upgraded amenities, appliances, and furniture, this exquisite...
High Floor with Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2502 – 2345 Ala Wai Blvd.Terrific views, contemporary/Hawaiian design, relaxing and close to everything! This fresh, quiet corner one-bedroom condo (635 interior sqft plus 76-sqft balcony/lanai with table and chairs) with bedroom A/C (great...
Aloha Condos, Kanaloa at Kona, Condo 2601, Oceanfront, AC
This condo is great for couples and families that want to Vacation by the Lovely Oceanfront Pool at Kanaloa: Incredible Pool & Ocean ViewsLarge Oceanfront LanaiSunset Dining• Oceanfront Location• Sunset Views Year Round• Quiet, Residential Location• Walk to...
Kona Plaza#203 2nd Floor Ocean View In Heart of Kona Town AC & Elevators
Knutson & Associates Property Management is proud to be representing Kona Plaza#203. Best location in the development! Highly desirable west facing with ocean views! Best location in all of Kona Plaza. Its amazing location puts you right in the immediate walking...
Oceanfr, Cozy 1BR, 1Q bed + 1Q sofa bed, kitchen, big fridge, Center of action.
Completely remodeled (August 2020) 2nd floor Oceanfront studio (within feet of the ocean) is located in the Kona Islander Inn complex that extends from Kuakini Hwy to Alii Drive. The beautiful tropical gardens with banana trees, exotic flowers and green lawns surround...
Spacious Condo Paradise at Kuilima West
***WE ARE ON OAHU, AND CONTINUE TO WELCOME TOURISM***Welcome to your spacious 2 bedroom, 2 full bath, PLUS loft comfortable deluxe condo on the North Shore of Oahu. We are in Kuilima Estates West, which is next to the Turtle Bay Resort. There are 3 pools , tennis...
Near Waikiki Beach, Spacious Studio With Full Kitchen!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by mid-December.This condo is situated on the 13th floor of the...